Kekulé-Institut für Organische Chemie und Biochemie, Universität Bonn, Gerhard Domagk Strasse 1, 53121, Bonn, Germany.
Mulliken Center for Theoretical Chemistry, Institut für Physikalische Chemie und Theoretische Chemie, Universität Bonn, Beringstrasse 4, 53115, Bonn, Germany.
Angew Chem Int Ed Engl. 2017 Aug 7;56(33):9719-9722. doi: 10.1002/anie.201702882. Epub 2017 Jul 18.
Described herein is a novel concept for S 2 reactions at tertiary carbon centers in epoxides without activation of the leaving group. Quantum chemical calculations show why S 2 reactions at tertiary carbon centers are proceeding in these systems. The reaction allows flexible synthesis of 1,3-diol building blocks for natural product synthesis with excellent control of the relative and absolute configurations.
本文描述了一种新型的环氧化物中叔碳中心 S 2 反应的概念，无需活化离去基团。量子化学计算表明了为什么在这些体系中叔碳中心的 S 2 反应会进行。该反应允许灵活合成用于天然产物合成的 1,3-二醇构建块，并能极好地控制相对和绝对构型。
